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Metal complex and preparation and application thereof

Active Publication Date: 2010-12-08
苏州盛泽科技创业园发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, although there have been reports of metal complex dyes formed by relatively non-toxic metal elements such as Fe, Al, Ti, etc., most of them are complexed with azo structures.

Method used

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  • Metal complex and preparation and application thereof
  • Metal complex and preparation and application thereof
  • Metal complex and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Synthesis of ligand compounds:

[0030] Add 0.354g (0.003mol) of 3,4-diaminoglyoxime and 50mL of absolute ethanol to a 100mL three-necked flask, heat to about 50℃ to dissolve, add 0.687g (0.0033mol) of sodium o-formylbenzene sulfonate and 0.0855 g (0.00045mol) p-toluenesulfonic acid, reacted for 18 hours, filtered, washed, dried and weighed to obtain 0.8312 g of white solid, yield 85%, melting point: 232-233°C (decomposition). See attached figure 1 , It is the nuclear magnetic resonance spectrum of the ligand compound prepared according to the technical scheme of this embodiment; see attached image 3 , Which is the infrared spectrum of the ligand compound prepared according to the technical scheme of this embodiment; the ligand compound is: 1 H-NMR(400MHz, DMSO-d 6 )δ ppm : 6.78 (s, 1H), 6.92 (s, 1H), 7.12 (dd, J = 7.18, 0.83 Hz, 1H), 7.39 (m, 2H), 7.79 (dd, J = 7.36, 1.52 Hz, 1H), 10.06(s, 1H); IR(KBr, cm -1 ): 3475, 3414 (NH 2 ), 3247, 3161 (OH), 2870 (imidazole ring)...

Embodiment 2

[0040] See Example 1 for the synthesis of ligand compounds.

[0041] Preparation of metal complex:

[0042] 1.4792 g (0.0048 mol) of the ligand compound and 30 mL of water were added to a 100 mL three-necked flask and reacted for 5 hours to obtain 1.2328 g of a light brown solid with a yield of 65%. Melting point: greater than 250°C. See attached Image 6 , It is the infrared spectrum of the metal complex prepared according to the technical scheme of this embodiment; the metal complex is: IR (KBr, cm -1 ): 3419(NH 2 ), 3317, 3253, 3170 (OH), 2920 (N=CH), 1707 (OH...O), 1679 (C=N), 1637, 1540, 1446 (benzene ring skeleton), 1393, 1324 (N=O ), 1221, 1160 (CN; SO), 1088 (SO), 1018, 938 (NO), 871, 760 (benzene ring CH).

[0043] Dyeing method:

[0044] Use the above-prepared metal complex as a metal complex dye, with a dosage of 4% owf, add sodium sulfate 30 g / l, bath ratio 1:90, adjust the pH to 2.5 with a buffer solution, and set the 11206 silk at 70°C. Dyeing with electric power spin...

Embodiment 3

[0046] Synthesis of ligand compounds:

[0047] Add 0.7080g (0.006mol) of 3,4-diaminoglyoxime and 300mL of anhydrous methanol to a 500mL three-necked flask, heat up to about 55℃ to dissolve, and add 1.715g (0.0072mol) of 4-methoxybenzaldehyde- Sodium 3-sulfonate and 0.342 g (0.0018 mol) p-toluenesulfonic acid were reacted for 20 hours, filtered, washed, dried, and weighed to obtain 1.7937 g of light yellow solid with a yield of 84%. Melting point: 226-228°C (decomposition). See attached figure 2 , It is the nuclear magnetic resonance spectrum of the ligand compound prepared according to the technical scheme of this embodiment; see attached Figure 4 , Which is the infrared spectrum of the ligand compound prepared according to the technical scheme of this embodiment; the ligand compound is: 1 H-NMR(400MHz, DMSO-d 6 )δ ppm : 3.74 (s, 3H), 6.02 (s, 1H), 6.98 (d, J = 8.58 Hz, 1H), 7.32 (dd, J = 8.26, 2.28 Hz, 1H), 7.64 (d, J = 2.30 Hz, 1H), 8.80 (s, 1H), 9.50 (s, 2H), 10.84 (s, 1H...

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Abstract

The invention discloses a metal complex and preparation and application thereof, and belongs to the technical field of dye synthesis and textile dyeing and finishing. A metal complex dye is prepared by the following steps of: adding 3,4-diamino glyoxime and aroyl sulfonate into an alcohol solvent; adding an acid catalyst into the mixture; reacting the mixture to obtain a derivative of (Z)-4-amido-5-hydroximic-2,5-dihydro-1H-imidazole-3-oxide; and adding the derivative and iron (II) salt into the alcohol solvent for coordination reaction, wherein the metal complex dye can be applied to the dyeing of natural fiber textiles. Because a ligand compound of the metal complex dye used in the invention does not contain an arylamine intermediate and coordination metal ions come from metal salt compounds which are harmless to human body and environment, the metal complex dye is environment-friendly and safe. The metal complex is applied to the dyeing of the natural fiber textiles and has the advantages of simple and convenient method, controllable process, high color fastness, uniform dyeing and capability of realizing industrial production and opening up a new market for the natural fiber products such as silk broadcloth, wool and the like.

Description

Technical field [0001] The invention relates to a metal complex and its preparation and application, in particular to an environmentally friendly metal complex dye and a preparation method thereof, and uses environmentally friendly brown, brown and black metal complexes as dyeing solutions to dye natural fibers The processing method belongs to the technical field of dye synthesis and textile dyeing and finishing. Background technique [0002] Metal complex dyes are an important type of synthetic dyes. Because of their strong coloring power, good weather resistance and light resistance, they are widely used in many fields such as textiles, leather, automobiles, furniture paints, etc. In the literature "The application status and trend of textile dyes "([J] Textile Herald, 2008, 4:29-40.). Real silk and wool have the eternal charm of "health, comfort, nature, and environmental protection", and they have always been favored by people. However, there are a lot of unsafe factors in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/03C09B57/10D06P1/00D06P3/04D06P3/14
Inventor 曹雪琴关晋平陈国强顾宏伟秦鑫黎炽维
Owner 苏州盛泽科技创业园发展有限公司
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